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1-Methylimidazole → HCID 9891739, 화합물

HRID 2113208
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HRID 2113208 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.C([Li])CCC.Cl[Si](CC)(CC)CC.[Cl:20][C:21]1[CH:47]=[CH:46][C:24]([C:25]([C:27]2[CH:28]=[C:29]3[C:34](=[CH:35][CH:36]=2)[N:33]([CH3:37])[C:32](=[O:38])[CH:31]=[C:30]3[C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([Cl:45])[CH:40]=2)=[O:26])=[CH:23][CH:22]=1>O1CCCC1.CCCCCC>[OH:26][C:25]([C:24]1[CH:23]=[CH:22][C:21]([Cl:20])=[CH:47][CH:46]=1)([C:6]1[N:2]([CH3:1])[CH:3]=[N:4][CH:5]=1)[C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[N:33]([CH3:37])[C:32](=[O:38])[CH:31]=[C:30]2[C:39]1[CH:44]=[CH:43][CH:42]=[C:41]([Cl:45])[CH:40]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 13901-MethylimidazoleHCID 13819ChlorotriethylsilaneHCID 114525536-(4-Chlorobenzoyl)-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinoneHCID 178418339Butyllithium2회

생성물 1

HCID 9891739HCID 9891739, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran
용매
2회
HCID 8058Hexane용매2회

실험 절차

Herein, in step 1, the intermediate 1-methyl imidazole in tetrahydrofuran, is mixed with a solution of n-butyllithium in a hexane solvent to which is added chlorotriethylsilane (triethylsilyl chloride), followed by a further addition of n-butyllithium in hexane, the resulting mixture being cooled to −78° C. before the addition of a solution of a compound of formula (I), i.e. 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone in tetrahydrofuran. The reaction mixture is subsequently brought to room temperature, and then hydrolysed, extracted with ethyl acetate and the organic layer worked up to obtain a compound of formula (II), i.e. (±)-6-[hydroxy(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone.

후처리

  1. customis subsequently brought to room temperature
  2. extractionhydrolysed, extracted with ethyl acetate

출처 및 근거

ORD 기록
ord-cfe2fa20a9fc4fea9cda13fadfce6990
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07524961B2

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